2-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)acrylic acid → Pranoprofen

HRID 1579450

반응식

HRID 1579450 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][C:8]3[CH:14]=[C:13]([C:15](=[CH2:19])[C:16]([OH:18])=[O:17])[CH:12]=[CH:11][C:9]=3[O:10][C:2]=12.[H][H]>[OH-].[Na+].[Ni]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][C:8]3[CH:14]=[C:13]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])[CH:12]=[CH:11][C:9]=3[O:10][C:2]=12

참가 물질

5

반응물 2

HCID 215685052-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)acrylic acidHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 4888Pranoprofen수율 71.4%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 14798Sodium Hydroxide용매

실험 절차

2.5 g of 2-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)acrylic acid is dissolved in 20 ml of 0.5 N aqueous sodium hydroxide soution, and 1 g of Raney nickel is added. The solution is stirred in a hydrogen stream at ordinary pressure and temperature until absorption of 230 ml of hydrogen is attained. The Raney nickel is removed by filtration, and the filtrate is neutralized with hydrochloric acid. The resulting crystalline precipitate is filtered off, washed with water, and recrystallized from aqueous dioxane to give 1.8 g of 2-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid melting at 183°-184°C.

후처리

  1. customThe Raney nickel is removed by filtration
  2. filtrationThe resulting crystalline precipitate is filtered off
  3. washwashed with water
  4. customrecrystallized from aqueous dioxane

출처 및 근거

ORD 기록
ord-92d2f7606fb943c0a1da4ca1852ba987
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931205

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